Iso-aloeresin A - Compound Card

Iso-aloeresin A

Select a section from the left sidebar

Iso-aloeresin A

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Chromone
Canonical Smiles OC[C@@H]1OC([C@H]([C@@H]([C@H]1O)O)OC(=O)/C=C\c1ccc(cc1)O)c1c(O)cc(c2c1oc(CC(=O)C)cc2=O)O
InChI InChI=1S/C27H26O12/c1-12(29)8-15-9-16(31)21-17(32)10-18(33)22(25(21)37-15)26-27(24(36)23(35)19(11-28)38-26)39-20(34)7-4-13-2-5-14(30)6-3-13/h2-7,9-10,19,23-24,26-28,30,32-33,35-36H,8,11H2,1H3/b7-4-/t19-,23-,24+,26?,27-/m0/s1
InChIKey YILKOACFCLVKTF-RPTYVUCJSA-N
Formula C27H26O12
HBA 12
HBD 6
MW 542.49
Rotatable Bonds 7
TPSA 204.19
LogP 0.82
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 542.14
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Cape aloe Asphodelaceae Plantae 25641

Showing of synonyms

  • Dagne E. (1996). Review of the chemistry of Aloes of Africa. Bulletin of the Chemical Society of Ethiopia,1996,10(1),89-103. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=CC(=O)OC(CCCO2)C2c(ccc3)c(c34)occc4=O

Level: 2

Mol. Weight: 542.49 g/mol

Structure

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 542.49 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 542.49 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 542.49 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 542.49 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 542.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.82
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.050
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.47

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.890
Plasma Protein Binding
73.63
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.350
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.440
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.860
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.260
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1710.000
Rat (Acute)
2.550
Rat (Chronic Oral)
4.010
Fathead Minnow
7.010
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
582.410
Hydration Free Energy
-3.000
Log(D) at pH=7.4
1.290
Log(P)
1.59
Log S
-4.9
Log(Vapor Pressure)
-10.25
Melting Point
203.31
pKa Acid
6.19
pKa Basic
4.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.9234
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.9234
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8776
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8776
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8701
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8701
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8536
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8536
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8150
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8150
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8073
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8073
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8052
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8052
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8046
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8046
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8042
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8042
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8023
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8023
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7970
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7970
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7890
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7890
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7858
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7858
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7677
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7677
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7676
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7676
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7641
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7641
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7537
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7537
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7499
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7499
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7434
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7434
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7428
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7428
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7399
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7399
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7353
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7353
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7347
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7347
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7338
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7338
Spermidine synthase P19623 SPEE_HUMAN Homo sapiens 4 0.7337
Spermidine synthase P19623 SPEE_HUMAN Homo sapiens 4 0.7337
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7335
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7335
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7324
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7324
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7316
Benzoylformate decarboxylase P20906 MDLC_PSEPU Pseudomonas putida 3 0.7316
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7310
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7310
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7309
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7309
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7293
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7293
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7283
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7283
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7267
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7267
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7188
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7188
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7182
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7182
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7150
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7150
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7095
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7095
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7054
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7054
Kelch-like ECH-associated protein 1 Q14145 KEAP1_HUMAN Homo sapiens 3 0.7046
Kelch-like ECH-associated protein 1 Q14145 KEAP1_HUMAN Homo sapiens 3 0.7046
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7003
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 4 0.7003
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 4 0.7003
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7003
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7001
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7001

Download SDF